New synthesis and characterization of (+)-lysergic acid diethylamide (LSD) derivatives and the development of a microparticle-based immunoassay for the detection of LSD and its metabolites

Bioconjugate Chemistry

Volumn 8, Issue 6, 1997, Pages 896-905

  Li, Zhuyin ^a   Goc Szkutnicka, K ^a   McNally, A J ^a   Pilcher, I ^a   Polakowski, S ^a   Vitone, S ^a   Wu, Robert S ^a   Salamone, S J ^a  

^a HOFFMANN LA ROCHE INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIBODIES; CHEMICAL DETECTION; METABOLITES;

ANALYTICAL CHARACTERIZATION; CARRIER PROTEINS; CHARACTERIZATION STUDIES; HUMAN URINE; IMMUNOGENS; LYSERGIC ACID; MICRO PARTICLES; POLYSTYRENE MICROPARTICLES; SYNTHESIS AND CHARACTERIZATIONS; SYNTHESISED;

IMMUNOLOGY;

ANIMALIA; CAPRA HIRCUS;

EID: 0031282179     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc9700594     Document Type: Article

References (27)

1. Bonner, R. (1992) Drug Detection Report, Vol. 1, p 5, Pace Publications, Washington, DC.
2. National Institute on Drug Abuse. (April 13, 1993) Annual National High School Senior Survey, Rockville, MD.
3. National Narcotics Intelligence Consumers Committee (NNICC). (June 1991) The NNICC Report 1990: The Supply of Illicit Drugs to The United States, Drug Enforcement Administration, Washington, DC.
4. Gold, M. S. (1994) The epidemiology, attitudes, and pharmacology of LSD use in the 1990s. Psychiatr. Ann. 24, 124-26.
5. Hoffmann, A. (1975) LSD-A Total Study (D. Siva Sankar, Ed.) pp 107-140, PHD Publications, Westburg, NY.
6. Foltz, R. B., and Foltz, R. L. (1989) Lysergic acid diethylamide (LSD). In Advances in Analytical Toxicology (R. C. Baselt, Ed.) Vol. 2, pp 140-158, Year Book Medical Publishers, Chicago, IL.
7. Nelson, C. C., and Foltz, R. L. (1992) Chromatographic and mass spectrometric methods for determination of lysergic acid diethylamide (LSD) and metabolites in body fluids. J. Chromatogr. 580, 97-109.
8. Nelson, C. C., and Foltz, R. L. (1992) Determination of lysergic acid diethylamide (LSD), iso-LSD, and N-deSmethyl-LSD in body fluids by gas chromatography/tandem mass spectrometry. Anal. Chem. 64, 1578-85.
9. Lim, H. K., Andrenyak, D., Francom, P., and Foltz R. L. (1988) Quantification of LSD and N-demethyl-LSD in urine by gas chromatography /resonance electron capture ionization mass spectrometry. Anal. Chem. 60, 1420.
10. Cai, J., and Henion, J. (1996) Elucidation of LSD in vitro metabolism by liquid chromatography and capillary electrophoresis coupled with tandem mass spectrometry. J. Anal. Toxicol. 20, 27-37.
11. Diagnostic Product Corp. COAT-A-COUNT LSD assay, 1989.
12. Roche Diagnostic Systems, Abuscreen RIA LSD package insert, June 1993.
13. Peel, H. W., and Boynton, A. L. (1980) Analysis of LSD in urine using radioimmunoassay-excretion and storage effects. Can. Soc. Forensic Sci. J. 13, 23-28.
14. Looney, C. E. (1984) High-sensitivity light scattering immunoassays. J. Clin. Immunoassays 7, 90-95.
15. Bradford, M. M. (1983) A rapid and sensitive method for the quantitative determination of microgram quantities of protein utilizing the principal protein-dye binding, Anal. Biochem. 72, 245-254.
16. Marzoni, G., and Garbrect, W. L. (1987) N′-Alkylation of dihydro lysergic acid. Synthesis, 651-653.
17. 3H] cholate, a new affinity label for heportocellular membrane proteins responsible for the update of both bile acids and phalloidin. Biochim. Biophys. Acta 773, 11-12.
18. Goldfarb, A. R. (1966) A kinetic study of the reactions of amino acids and peptides with trinitrobenzesulfonic acid. Biochemistry 5, 2570-2574.
19. Snyder, S. L., and Sobocinski, P. Z. (1975) An improved 2,4,6-trinitrobenzenesulfonic acid method for the determination of amines. Anal. Biochem. 64, 284-288.
20. Janda, K. D., Schloeder, D., Benkovic, S. J., and Lerner, R. A. (1988) Introduction of an antibody that catalyzes the hydrolysis of an amide bond. Science 241, 1188-1191.
21. Figii, I., Lerner, R. A., and Janda, K. D. (1991) Enantio-facial protonation by catalytic antibodies. J. Am. Chem. Soc. 113, 8528-8529.
22. Vaitukaitis, J. (1981) Production of antisera with small doses of immunogen: multiple intradermal injections. Methods Enzymol. 73B, 46-52.
23. Wiley, R. A., and Rich, D. H. (1993) Peptidomimetics derived from natural products. Med. Res. Rev. 13, 327-384.
24. Desai, M. C., Vincent, L. A., and Rizzi, J. P. (1994) Importance of parallel vectors and "hydrophobic collapse" of the aligned aromatic rings: discovery of a potent substance P antagonist. J. Med. Chem. 37, 4263-4266.
25. Morrison, R. T., and Boyd, R. N. (1981) Organic Chemistry, 3rd ed., Allyn and Bacon Inc., Boston, MA.
26. Erlanger, B. F. (1980). The preparation of antigenic hapten carrier conjugates: a survey. Methods Enzymol. 70, 85-104.
27. Ratcliffe, W. A., Fletcher, S. M., Moffat, A. C., Ratcliffe, J. G., Harland, W. A. and Levitt, T. E. (1977) Radioimmunoassay of lysergic acid diethylamide (LSD) in serum and urine by using antisera of different specificities. Clin. Chem. 23 (2), 169-174.